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290815

Sigma-Aldrich

2-Ethylhexyl acrylate

98%, contains ≥0.001-≤0.11% monomethyl ether hydroquinone as stabilizer

Synonym(s):

(±)-Acrylic acid 2-ethylhexyl ester

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About This Item

Linear Formula:
CH2=CHCOOCH2CH(C2H5)(CH2)3CH3
CAS Number:
Molecular Weight:
184.28
Beilstein:
1765828
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

vapor density

6.4 (vs air)

vapor pressure

0.15 mmHg ( 20 °C)

Assay

98%

autoignition temp.

496 °F

contains

≥0.001-≤0.11% monomethyl ether hydroquinone as stabilizer

expl. lim.

6.4 %

refractive index

n20/D 1.436 (lit.)

bp

215-219 °C (lit.)

density

0.885 g/mL at 25 °C (lit.)

SMILES string

CCCCC(CC)COC(=O)C=C

InChI

1S/C11H20O2/c1-4-7-8-10(5-2)9-13-11(12)6-3/h6,10H,3-5,7-9H2,1-2H3

InChI key

GOXQRTZXKQZDDN-UHFFFAOYSA-N

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General description

2-Ethylhexyl acrylate can undergo free radical solution polymerization to yield its polymer. It can form a series of copolymers via atom transfer radical copolymerization. A study reports the emulsion terpolymerization of the product with styrene, methacrylic acid.
2-ethylhexyl acrylate (EHA) is one of the constituents of acrylic polymeric latex. It can undergo free-radical solution polymerization. EHA is known to undergo free radical emulsion co- polymerization with methyl methacrylate (MMA) to form pressure-sensitive adhesives. It may also form copolymers with acrylonitrile and acrylamide.

Application

  • Formulation optimization and stability study of transdermal therapeutic system of nicorandil.: This research explores the formulation and stability of a transdermal therapeutic system using 2-ethylhexyl acrylate (2-EHA) as a key component, highlighting its potential in delivering drugs through the skin effectively (Tipre DN et al., 2002).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Design of pressure-sensitive adhesives by free-radical emulsion copolymerization of methyl methacrylate and 2-ethylhexyl acrylate. 1. Kinetic study and tack properties.
Aymonier A, et al.
Chemistry of Materials, 13(8), 2562-2566 (2001)
Synthesis and characterization of homopolymer of 2?ethylhexyl acrylate and its copolymers with acrylamide, acrylonitrile, and methyl methacrylate.
Vangani V and Rakshit AK
Journal of Applied Polymer Science, 60(7), 1005-1013 (1996)
Block, blocky gradient and random copolymers of 2-ethylhexyl acrylate and acrylic acid by atom transfer radical polymerization,
Vidts KRM, et al.
Polymer, 47(17), 6028-6037 (2006)
P Vodicka et al.
Toxicology, 65(1-2), 209-221 (1990-12-17)
Chemical reactivity with glutathione, urinary thioether excretion, total (T-SH) and non-protein-SH (NP-SH) groups in tissues and blood glucose were studied in male Wistar rats exposed to acrylic acid derivatives. The 6-h inhalation of acrylonitrile (AN), methyl acrylate (MA), ethyl acrylate
T H Waegemaekers et al.
Contact dermatitis, 9(5), 372-376 (1983-09-01)
The sensitizing potential of 2-ethylhexyl acrylate in the guinea pig could be demonstrated by Freund's Complete Adjuvant Test. This acrylate ester is a common constituent of adhesive tape. Allergic reactions to several brands of adhesive tape were not observed in

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